92534-70-8Relevant articles and documents
SYNTHESES BASED ON DIMETHYLPYRAZOLES. VII. PYRAZOLE ANALOGS OF ANTHRANILIC ACID AND ITS AMIDE. DERIVATIVES OF N-PYRAZOLYLNAPHTHALIMIDES
Perevalov, V. P.,Andreeva, M. A.,Manaev, Yu. A.,Isaev, Sh. G.,Baryshnenkova, L. I.,Stepanov, B. I.
, p. 976 - 980 (2007/10/02)
1-Methyl-4-nitropyrazole-5-carboxylic acid was obtained by the nitration of 1-methylpyrazole-5-carboxylic acid.It was used for the synthesis of 4-amino-1-methylpyrazole-5-carboxylic acid and its amide. 4-Amino-1-methyl-5-carbamoylpyrazole reacts with naphthalic anhydride in acetic acid only at 185-190 deg C with the formation of 1-methyl-1H-pyrazolopyrimidinobenzo-5,13-(5H,13H)isoquinolinedione.The reaction with 4-nitronaphthalic anhydride takes place in acetic acid on boiling.The obtained 2-(5-carbamoyl-1-methyl-4-pyrazolyl)-7-nitrobenzo-1,3-(1H,3H)isoquinolinedione was converted by dehydration in phosphorus oxychloride into the corresponding nitrile and nitrodione.The latter was reduced to the aminodione.The IR and electronic spectra of the dione and nitro- and aminodiones were studied.